Reaktion #55738

Reaktionsgleichung

ether

pyridine

product

methyl (5RS) 2-methoxy-5-hydroxymethyl-1-cyclopentene carboxylate

→

methyl (5RS) 2-methoxy-5-formyl-1-cyclopentene-carboxylate

Lösungsmittel

methylene chloride

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITafter 90 minutes
2. 2
   FiltrationThe mixture was filtered
3. 3
   Waschenthe filtrate was washed with ether
4. 4
   Sonstigeevaporated to dryness at 30° C.

Vorschrift

25.5 g of chromic oxide were added in small fractions at 15° to 20° C. to a solution of 41 ml of pyridine in 400 ml of anhydrous methylene chloride and the mixture was stirred for 15 minutes and was then cooled to -15° C. A solution of 4.3 g of the product of Step G in 10 ml of methylene chloride was added thereto and after 90 minutes, 50 g of celite and 100 ml of ether were added. The mixture was filtered and the filtrate was washed with ether and evaporated to dryness at 30° C. to obtain methyl (5RS) 2-methoxy-5-formyl-1-cyclopentene-carboxylate.

Quelle